Oxalyl chloride → HCID 71556273, compound

HRID 929486Notes

Reaction equation

HRID 929486 reaction equation
O[C:2]1[C:3](=[O:20])[N:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5](=[O:13])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(Cl)(=O)C([Cl:24])=O>CN(C=O)C>[Cl:24][C:2]1[C:3](=[O:20])[N:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5](=[O:13])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 546840203-hydroxy-1,4-diphenyl-1H-pyrrole-2,5-dione

Product 1

HCID 71556273HCID 71556273, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After dissolving compound 6a (2.00 g, 7.54 mmol) in MC (10 ml) and anhydrous DMF (10 ml), oxalyl chloride (1.90 g, 15.0 mmoL) was added thereto and the agitation for 30 minutes was carried out. After the identification of the reaction progress with TLC, the reaction was terminated. Then, three times extractions were carried out with EA and three times washings were carried out with brine. Water was removed by using Na2SO4, solvents were removed and then, the column chromatography was carried out with EA/HX ( 1/9). As the result, Compound 7a was obtained.

Workup

  1. additionwas added
  2. customAfter the identification of the reaction progress with TLC, the reaction was terminated
  3. extractionThen, three times extractions
  4. customWater was removed
  5. customwere removed

Sources & evidence

ORD record
ord-b842b4e7ae044cd4b8d59770d6bcedb5
Source dataset
uspto-grants-2016_03
Patent number
US09296690B2

Reaction notes

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